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- Title
Total Syntheses and Antibacterial Studies of Natural Isoflavones: Scandenone, Osajin, and 6,8-Diprenylgenistein.
- Authors
Dong, Hongbo; Che, Yufei; Zhu, Xingtong; Zhong, Yi; Lin, Jiafu; Wang, Jian; Du, Weihong; Song, Tao
- Abstract
Isoflavones are a class of natural products that exhibit a wide range of interesting biological properties, including antioxidant, hepatoprotective, antimicrobial, and anti-inflammatory activities. Scandenone (1), osajin (2), and 6,8-diprenylgenistein (3) are natural prenylated isoflavones that share the same polyphenol framework. In this research, the key intermediate 15 was used for the synthesis of the natural isoflavones 1–3, establishing a stereoselective synthetic method for both linear and angular pyran isoflavones. The antibacterial activities of 1–3 were also evaluated, and all of them displayed good antibacterial activity against Gram-positive bacteria. Among them, 2 was the most potent one against MRSA, with a MIC value of 2 μg/mL, and the SEM assay indicated that the bacterial cell membranes of both MRSA and E. faecalis could be disrupted by 2. These findings suggest that this type of isoflavone could serve as a lead for the development of novel antibacterial agents for the treatment of Gram-positive bacterial infections.
- Subjects
ISOFLAVONES; GRAM-positive bacterial infections; BACTERIAL cell membranes; GRAM-positive bacteria; NATURAL products; ANTIBACTERIAL agents; CELL membranes
- Publication
Molecules, 2024, Vol 29, Issue 11, p2574
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules29112574